Issue 46, 2012
From the journal:

Chemical Communications

Synthesis of unsymmetrically substituted 2,2′-dihydroxy-1,1′-biaryl derivatives using organic-base-catalyzed Ferrier-type rearrangement as the key step†

Masahiro Terada*ab  and  Katsunori Dana  

* Corresponding authors

a Department of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578, Japan
E-mail: mterada@m.tohoku.ac.jp
Fax: +81-22-795-6602
Tel: +81-22-795-6602

b Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578, Japan

Abstract

A strong organic base, TBD, functioned as a unique catalyst for the intramolecular multi-step transformation of lactols using the Ferrier-type rearrangement as the key step to provide unsymmetrically substituted 2,2′-dihydroxy biaryl compounds having four ortho substituents about the biaryl axis without the need for a metal catalyst.

Graphical abstract: Synthesis of unsymmetrically substituted 2,2′-dihydroxy-1,1′-biaryl derivatives using organic-base-catalyzed Ferrier-type rearrangement as the key step

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Article information

DOI
https://doi.org/10.1039/C2CC31594G
Article type
Communication
Submitted
02 Mar 2012
Accepted
16 Apr 2012
First published
17 Apr 2012

Chem. Commun., 2012,48, 5781-5783

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Synthesis of unsymmetrically substituted 2,2′-dihydroxy-1,1′-biaryl derivatives using organic-base-catalyzed Ferrier-type rearrangement as the key step

M. Terada and K. Dan, Chem. Commun., 2012, 48, 5781 DOI: 10.1039/C2CC31594G

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